Conventional wisdom says as you progress as a leader, you should move away from the details to become more strategic. This is backwards.

Why?

Because being strategic requires systems thinking (seeing how internal and external components of a business connect and influence each other) – and systems thinking is impossible without the details.

Details → Systems Thinking → Breakthrough Strategies

Personal Example: When my team and I were building Albertsons’ digital in-store advertising business, initial analysis indicated SMBs weren’t viable because their budgets were too constrained for in-store impression volumes.

However, digging into the details provided crucial insights and enabled systems understanding:
→ SMBs had highest advertising value (invisible at shelf vs. competitors; tests proved it)
→ Tech enabled unique opportunities for multiple advertisers (screen partitioning; bundling)
→ Shoppers saw benefit in discovery and usage inspiration-style content

Breakthrough Strategy: Complementary co-brand and product-grid style ads where advertisers share costs while driving high impressions, better shopper experience, and stronger unit economics.

The strategy didn’t come from a 30,000 ft analysis but rather by connecting details across clients, tech, and shopper behavior.

This pattern appears everywhere. In « Playing to Win: How Strategy Really Works, » (one of my favorite books on strategy) P&G’s CEO A.G. Lafley shows how Olay’s transformation came from understanding how women actually used and shopped for skincare products, not from high-level brand studies.

Takeaway: Spotting connections between business components leads to strategic creativity, more effective execution, and stronger competitive differentiation. However, you can only spot those connections if you dive into the details.

What has your experience been?

If you’re wondering how to scale this kind of systems-level intelligence across a team without slipping into micromanagement, I unpack that and more in my Substack essay (link in comments).


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